Question

1. At what carbon atoms will these aromatics most likely undergo an EAS reaction? Circle them. Can you support your predictions with resonance structures? ÇOH more com- & - 2 2. Provide the curved arrows that interconvert these resonance structures of naphthol. 3. Tryptophan 7-Halogenase is an enzyme that chlorinates tryptophan at an activated position on the aromatic ring. First, the electrophilic chlorine source, HOCI is produced, shown in box 1. Then, a normal EAS mechanism is proposed to take place. Complete the mechanism with the missing intermediate and curved arrows that depict electron movement. Hint: look to the amino acid side chains and byproducts for clues on how to proceed. glus glu346 ON-H N-H 07 wo H-6 glu346

Answer 1

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